| 1. Jornada | 16.02.2019 | Rampla Juniors | - | Progreso | 3:4 |  |
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| 2. Jornada | 24.02.2019 | Progreso | - | Juventud de Las Piedras | 1:0 | ||||
| 3. Jornada | 02.03.2019 | Liverpool | - | Progreso | 3:5 | ||||
| 4. Jornada | 09.03.2019 | Progreso | - | Montevideo Wanderers | 2:2 | |
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| 5. Jornada | 17.03.2019 | Racing | - | Progreso | 3:0 | ||||
| 6. Jornada | 24.03.2019 | Progreso | - | Boston River | 1:1 | |
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| 7. Jornada | 31.03.2019 | Danubio | - | Progreso | 3:2 | ||||
| 8. Jornada | 07.04.2019 | Progreso | - | Plaza Colonia | 0:1 | ||||
| 9. Jornada | 13.04.2019 | CA Cerro | - | Progreso | 0:2 | ||||
| 10. Jornada | 20.04.2019 | Progreso | - | River Plate | 4:0 | ||||
| 11. Jornada | 05.05.2019 | Nacional | - | Progreso | 4:0 | ||||
| 12. Jornada | 11.05.2019 | Progreso | - | Fénix | 3:0 | |
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| 13. Jornada | 19.05.2019 | Cerro Largo | - | Progreso | 0:0 | ||||
| 14. Jornada | 26.05.2019 | Peñarol | - | Progreso | 2:2 | |
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| 15. Jornada | 01.06.2019 | Progreso | - | Defensor Sporting | 0:3 |
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